乙腈 → 5-[3-(Benzenesulfonamido)propyloxy]imidazo[1,2-a]pyridine

HRID 5460

反应方程式

HRID 5460 反应方程式
Cl.Cl.[NH2:3][CH2:4][CH2:5][CH2:6][O:7][C:8]1[N:13]2[CH:14]=[CH:15][N:16]=[C:12]2[CH:11]=[CH:10][CH:9]=1.C(N(CC)CC)C.C(#N)C.[C:27]1([S:33](Cl)(=[O:35])=[O:34])[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=1>C(Cl)Cl>[C:27]1([S:33]([NH:3][CH2:4][CH2:5][CH2:6][O:7][C:8]2[N:13]3[CH:14]=[CH:15][N:16]=[C:12]3[CH:11]=[CH:10][CH:9]=2)(=[O:35])=[O:34])[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=1

参与物

6

反应物 4

HCID 6342乙腈HCID 7369苯磺酰氯HCID 8471三乙胺HCID 233629975-[3-(Amino)propyloxy]imidazo[1,2-a]pyridine dihydrochloride

产物 1

HCID 233629785-[3-(Benzenesulfonamido)propyloxy]imidazo[1,2-a]pyridine收率 59.5%

试剂、催化剂与溶剂 1

HCID 6344二氯甲烷溶剂

实验过程

To a suspension of 5-[3-(amino)propyloxy]imidazo[1,2-a]pyridine dihydrochloride (2.64 g, 10 mmoles) and triethylamine (4.88 ml, 35 mmoles) in methylene chloride (100 ml)-acetonitrile (30 ml) was added benzenesulfonyl chloride (1.53 ml, 12 mmoles) under ice-cooling with stirring and the mixture was stirred at room temperature for 1 hour. The reaction mixture was washed in turn with an aqueous sodium bicarbonate solution and saturated saline and dried over anhydrous magnesium sulfate. After the solvent was distilled off, the crude product thus obtained was recrystallized from methylene-ethanol to obtain 1.97 g of the desired product (59.5%, light brown crystals).

后处理

  1. temperaturecooling
  2. stirringthe mixture was stirred at room temperature for 1 hour
  3. washThe reaction mixture was washed in turn with an aqueous sodium bicarbonate solution and saturated saline
  4. dry with materialdried over anhydrous magnesium sulfate
  5. distillationAfter the solvent was distilled off
  6. customthe crude product thus obtained
  7. customwas recrystallized from methylene-ethanol

来源与证据

ORD记录
ord-87ae7e60b3f94aeab00f82581b06295a
来源数据集
uspto-grants-1993_09
专利号
US05244908

关联笔记

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